2-Amino-4-bromo-5-chloropyridine

Name: 2-Amino-4-bromo-5-chloropyridine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 1187449-01-9
Cat. No. CS-0030446
Purity≥95%
MDL No.MFCD15143360

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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2-Amino-4-bromo-5-chloropyridine|CS-0030446

Structure of 1187449-01-9

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General Information

CAS No. 1187449-01-9
Cat. No. CS-0030446
Purity ≥95%
MDL No. MFCD15143360
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₄BrClN₂
Molecular Weight 207.46
Synonym(s) 4-Bromo-5-chloropyridin-2-amine
SMILES NC1=NC=C(Cl)C(Br)=C1

Description

2-Amino-4-bromo-5-chloropyridine features a pyridine core functionalized with amino, bromo, and chloro substituents at positions 2, 4, and 5 respectively. This electron-deficient heterocycle serves as a key intermediate in the synthesis of pharmaceuticals and agrochemicals, offering high reactivity in palladium-catalyzed cross-coupling reactions. The compound exhibits excellent stability under standard handling conditions and integrates readily into complex molecular architectures.

Application

2-Amino-4-bromo-5-chloropyridine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The amino group facilitates electrophilic substitution and coordination in metal complexes, while the bromo and chloro substituents allow sequential functionalization. Its bench-stable crystalline form supports straightforward handling, purification, and integration into multi-step syntheses of pharmaceutical intermediates and agrochemical scaffolds.

Synthesis

Route1
- In-stock
  
  84249-14-9
- ~62%
- In-stock
  
  1187449-01-9
References
- WO2009/112473 A1, ; Page/Page column 68-69 ; WO 2009/112473 A1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 38.91
LogP 2.0797
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Amino-4-bromo-5-chloropyridine

CAS No. 1187449-01-9

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